Condensed tannins in extracts from European medicinal plants and herbal products

Journal of Pharmaceutical and Biomedical Analysis

Volumn 121, Issue , 2016, Pages 225-231

  Ropiak, Honorata M ^a   Ramsay, Aina ^a   Mueller Harvey, Irene ^a  

^a UNIVERSITY OF READING   (United Kingdom)

Author keywords

Flavan 3 ols; Mean degree of polymerization; Molar response factors; Proanthocyanidins; Thiolysis

Indexed keywords

ACETONE; CATECHIN; EPICATECHIN; EPIGALLOCATECHIN; FLAVAN DERIVATIVE; GALLOCATECHIN; HERBACEOUS AGENT; PLANT EXTRACT; PROANTHOCYANIDIN; PROCYANIDIN; TANNIN DERIVATIVE; WATER; BIFLAVONOID; FLAVAN-3-OL; FLAVONOID;

ARTICLE; BETULA PENDULA; BETULA PUBESCENS; BILBERRY; BUD; CALLUNA VULGARIS; CONTROLLED STUDY; CRATAEGUS LAEVIGATA; DRUG SCREENING; EUROPEAN; FLOWER; HUMULUS LUPULUS; JUGLANS REGIA; LINGONBERRY; MEDICINAL PLANT; PINE; PLANT LEAF; PLANT ROOT; POLYMERIZATION; PRIORITY JOURNAL; PRUNUS SPINOSA; RUMEX HYDROLAPATHUM; SALIX DAPHNOIDES; SALIX FRAGILIS; TILIA CORDATA; WALNUT; WHITE CLOVER; WILLOW; CHEMISTRY; EUROPE;

BIFLAVONOIDS; CATECHIN; EUROPE; FLAVONOIDS; FLOWERS; PLANT EXTRACTS; PLANT LEAVES; PLANT ROOTS; PLANTS, MEDICINAL; PROANTHOCYANIDINS; TANNINS;

EID: 84955609556     PISSN: 07317085     EISSN: 1873264X     Source Type: Journal    
DOI: 10.1016/j.jpba.2015.12.034     Document Type: Article

References (39)

1. British Herbal Medicine Association A guide to traditional herbal medicines. A Sourcebook of Accepted Traditional Uses of Medicinal Plants within Europe 2003, BHMA Publishing Ltd., Dorset.
2. Gurib-Fakim A. Medicinal plants: traditions of yesterday and drugs of tomorrow. Mol. Aspects Med. 2006, 27:1-93.
3. MedicinesComplete Herbal Medicines 2014, Pharmaceutical Press, London, (accessed 08.10.14). https://www.medicinescomplete.com/mc/herbals/current/HBL1000727608.htm.
4. Haslam E. Natural polyphenols (vegetable tannins) as drugs: possible modes of action. J. Nat. Prod. 1996, 59:205-215.
5. Mills S., Bone K. Principle and practice of phytotherapy. Modern Herbal Medicine 2000, Livingstone, Churchill.
6. Santos-Buelga C., Scalbert A. Proanthocyanidins and tannin-like compounds -nature, occurrence, dietary intake and effects on nutrition and health. J. Sci. Food Agric. 2000, 80:1094-1117.
7. Takeshita M., Ishida Y., Akamatsu E., Ohmori Y., Sudoh M., Uto H., Tsubouchi H., Kataoka H. Proanthocyanidin from blueberry leaves suppresses expression of subgenomic hepatitis C virus RNA. J. Biol. Chem. 2009, 284:21165-21176.
8. Holderness J., Jackiw L., Kimmel E., Kerns H., Radke M., Hedges J.F., Petrie C., McCurley P., Glee P.M., Palecanda A., Jutila M.A. Select plant tannins induce IL-2Rα up-regulation and augment cell division in γδ T cells. J.Immunol. 2007, 179:6468-6478.
9. British Pharmacopoeia Commission British Pharmacopoeia 2012, The Stationery Office, London.
10. ®) in LPS-activated human monocytes and differentiated macrophages. Phytomedicine 2010, 17:1106-1113.
11. Williams A.R., Ropiak H.M., Fryganas C., Desrues O., Mueller-Harvey I., Thamsborg S.M. Assessment of the anthelmintic activity of medicinal plant extracts and purified condensed tannins against free-living and parasitic stages of Oesophagostomum dentatum. Parasit. Vectors 2014, 7:518.
12. Porter L.J., Hrstich L.N., Chan B.G. The conversion of procyanidins and prodelphinidins to cyanidin and delphinidin. Phytochemistry 1986, 25:223-230.
13. Williams A.R., Fryganas C., Ramsay A., Mueller-Harvey I., Thamsborg S.M. Direct anthelmintic effects of condensed tannins from diverse plant sources against Ascaris suum. PLoS ONE 2014, 9:e97053. 97010.91371/journal.pone.0097053.
14. Gea A., Stringano E., Brown R.H., Mueller-Harvey I. In situ analysis and structural elucidation of sainfoin (Onobrychis viciifolia) tannins for high-throughput germplasm screening. J. Agric. Food Chem. 2011, 59:495-503.
15. Sivakumaran S., Molan A.L., Meagher L.P., Kolb B., Foo L.Y., Lane G.A., Attwood G.A., Fraser K., Tavendale M. Variation in antimicrobial action of proanthocyanidins from Dorycnium rectum against rumen bacteria. Phytochemistry 2004, 65:2485-2497.
16. Meagher L.P., Lane G., Sivakumaran S., Tavendale M.H., Fraser K. Characterization of condensed tannins from Lotus species by thiolytic degradation and electrospray mass spectrometry. Anim. Feed Sci. Technol. 2004, 117:151-163.
17. Williams A.R., Ramsay A., Hansen T.V.A., Ropiak H.M., Mejer H., Nejsum P., Mueller-Harvey I., Thamsborg S.M. Anthelmintic activity of trans-cinnamaldehyde and A- and B-type proanthocyanidins derived from cinnamon (Cinnamomum verum). Sci. Rep. 2015, 14791.
18. Ramsay A., Williams A.R., Thamsborg S.M., Mueller-Harvey I. Galloylated proanthocyanidins from shea (Vitellaria paradoxa) meal have potent anthelmintic activity against Ascaris suum. Phytochemistry 2015, 10.1016/j.phytochem.2015.12.005.
19. Gu L., Kelm M.A., Hammerstone J.F., Beecher G., Holden J., Haytowitz D., Prior R.L. Screening of foods containing proanthocyanidins and their structural characterization using LC-MS/MS and thiolytic degradation. J. Agric. Food Chem. 2003, 51:7513-7521.
20. Labarbe B., Cheynier V., Brossaud F., Souquet J.M., Moutounet M. Quantitative fractionation of grape proanthocyanidins according to their degree of polymerization. J. Agric. Food Chem. 1999, 47:2719-2723.
21. Monagas M., Gómez-Cordovés C., Bartolomé B., Laureano O., Ricardo da Silva J.M. Monomeric, oligomeric, and polymeric flavan-3-ol composition of wines and grapes from Vitis vinifera L. Cv. Graciano, Tempranillo, and Cabernet Sauvignon. J. Agric. Food Chem. 2003, 51:6475-6481.
22. Le Roux E., Doco T., Sarni-Manchado P., Lozano Y., Cheynier V. A-type proanthocyanidins from pericarp of Litchi chinensis. Phytochemistry 1998, 48:1251-1258.
23. Tarascou I., Mazauric J.-P., Meudec E., Souquet J.-M., Cunningham D., Nojeim S., Cheynier V., Fulcrand H. Characterisation of genuine and derived cranberry proanthocyanidins by LC-ESI-MS. Food Chem. 2011, 128:802-810.
24. Meagher L.P., Spencer P., Lane G.A., Sivakumaran S., Fraser K. What do green tea grapes seeds, and docks have in common?. Chem. N.Z. 2005, 69:6-9.
25. Wang H., Provan G.J., Helliwell K. HPLC determination of catechins in tea leaves and tea extracts using relative response factors. Food Chem. 2003, 81:307-312.
26. Hellström J.K., Törrönen A.R., Mattila P.H. Proanthocyanidins in common food products of plant origin. J. Agric. Food Chem. 2009, 57:7899-7906.
27. Vivas N., Nonier M.-F., de Gaulejac N.V., Absalon C., Bertrand A., Mirabel M. Differentiation of proanthocyanidin tannins from seeds, skins and stems of grapes (Vitis vinifera) and heartwood of Quebracho (Schinopsis balansae) by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry and thioacidolysis/liquid chromatography/electrospray ionization mass spectrometry. Anal. Chim. Acta 2003, 513:247-256.
28. Gu L., Kelm M., Hammerstone J.F., Beecher G., Cunningham D., Vannozzi S., Prior R.L. Fractionation of polymeric procyanidins from lowbush blueberry and quantification of procyanidins in selected foods with an optimized normal-phase HPLC-MS fluorescent detection method. J. Agric. Food Chem. 2002, 50:4852-4860.
29. Prior R.L., Gu L. Occurrence and biological significance of proanthocyanidins in the American diet. Phytochemistry 2005, 66:2264-2280.
30. Koerner J.L., Hsu V.L., Lee J., Kennedy J.A. Determination of proanthocyanidin A2 content in phenolic polymer isolates by reversed-phase high-performance liquid chromatography. J. Chromatogr. A 2009, 1216:1403-1409.
31. Hümmer W., Schreier P. Analysis of proanthocyanidins. Mol. Nutr. Food Res. 2008, 52:1381-1398.
32. Esatbeyoglu T., Wray V., Winterhalter P. Dimeric procyanidins: screening for B1 to B8 and semisynthetic preparation of B3, B4, B6, and B8 from a polymeric procyanidin fraction of white willow bark (Salix alba). J. Agric. Food Chem. 2010, 58:7820-7830.
33. Karioti A., Chiarabini L., Alachkar A., Fawaz Chehna M., Vincieri F.F., Bilia A.R. HPLC-DAD and HPLC-ESI-MS analyses of Tiliae flos and its preparations. J. Pharm. Biomed. Anal. 2014, 100:205-214.
34. Yokota K., Kimura H., Ogawa S., Akihiro T. Analysis of A-type and B-type highly polymeric proanthocyanidins and their biological activities as nutraceuticals. J. Chem. 2013, 10.1155/2013/352042.
35. Hokkanen J., Mattila S., Jaakola L., Pirttilä A.M., Tolonen A. Identification of phenolic compounds from lingonberry (Vaccinium vitis-idaea L.), bilberry (Vaccinium myrtillus L.) and hybrid bilberry (Vaccinium x intermedium Ruthe L.) leaves. J. Agric. Food Chem. 2009, 57:9437-9447.
36. Haslam E. Vegetable tannins-lessons of a phytochemical lifetime. Phytochemistry 2007, 68:2713-2721.
37. Neveu V., Perez-Jiménez J., Vos F., Crespy V., du Chaffaut L., Mennen L., Knox C., Eisner R., Cruz J., Wishart D., Scalbert A. Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database 2010, 2010:bap024. 10.1093/database/bap024.
38. Evans W.C. Trease and Evans' Pharmacognosy 1989, Baillière Tindall, London. thirteen ed.
39. European Medicines Agency, (accessed 08.10.14). http://www.ema.europa.eu/ema/index.jsp%3Fcurl=pages/medicines/landing/herbal_medicines_search_landing_page.jsp%26mid=.